Hydrochloric Acid → 3-(3-(3,4-Dichlorophenyl)piperidin-3-YL)propan-1-OL

HRID 394545ノート

反応式

HRID 394545 の反応式
Cl.O(CC)CC.[Cl:7][C:8]1[CH:9]=[C:10]([C:15]2([CH2:21][CH2:22][CH2:23][O:24]C3CCOCC3)[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]2)[CH:11]=[CH:12][C:13]=1[Cl:14]>CO>[Cl:7][C:8]1[CH:9]=[C:10]([C:15]2([CH2:21][CH2:22][CH2:23][OH:24])[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]2)[CH:11]=[CH:12][C:13]=1[Cl:14]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 158876543-(3,4-Dichlorophenyl)-3-[3-(tetrahydropyran-4-yloxy)-propyl]-piperidine

生成物 1

HCID 109350863-(3-(3,4-Dichlorophenyl)piperidin-3-YL)propan-1-OL収率 84.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of dry HCl.OEt2 was added to a solution of piperidine (7) (20.2 g, 54.36 mmol) in MeOH (200 mL) until pH˜1. The mixture was stirred at room temperature for 30 minutes. Solvent was evaporated, the residue was dissolved in CH2Cl2 (300 mL) and stirred with 1N NaOH (100 mL) for 15 minutes. The solvent was separated, washed with NaHCO3, and dried over MaSO4. The crude oil was purified by flash chromatography (CH2Cl2-MeOH(saturated with NH3)/95:5) to give a white solid (13.25 g, 84.6%).

後処理

  1. customSolvent was evaporated
  2. dissolutionthe residue was dissolved in CH2Cl2 (300 mL)
  3. stirringstirred with 1N NaOH (100 mL) for 15 minutes
  4. customThe solvent was separated
  5. washwashed with NaHCO3
  6. customdried over MaSO4
  7. customThe crude oil was purified by flash chromatography (CH2Cl2-MeOH(saturated with NH3)/95:5)

出典と根拠

ORDレコード
ord-41e90a9a6f784b19a2c75047c0480895
出典データセット
uspto-grants-2003_08
特許番号
US06602886B2

反応ノート

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